3-Fluoro-4-(morpholin-3-on-4-yl)benzoic acid-chloride → N-[(1R)-1-(5-chloro-1H-benzimidazol-2-yl)-2-methoxy-ethyl]-3-fluoro-4-(morpholin-3-on-4-yl)-benzamide

HRID 551250Notes

Reaction equation

HRID 551250 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[N:11]1[CH2:16][CH2:15][O:14][CH2:13][C:12]1=[O:17])[C:5](Cl)=[O:6].[Cl:18][C:19]1[CH:32]=[CH:31][C:22]2[NH:23][C:24]([C@@H:26]([NH2:30])[CH2:27][O:28][CH3:29])=[N:25][C:21]=2[CH:20]=1>C1COCC1>[Cl:18][C:19]1[CH:32]=[CH:31][C:22]2[NH:23][C:24]([C@@H:26]([NH:30][C:5](=[O:6])[C:4]3[CH:8]=[CH:9][C:10]([N:11]4[CH2:16][CH2:15][O:14][CH2:13][C:12]4=[O:17])=[C:2]([F:1])[CH:3]=3)[CH2:27][O:28][CH3:29])=[N:25][C:21]=2[CH:20]=1

Participants

4

Reactant 2

HCID 860693793-Fluoro-4-(morpholin-3-on-4-yl)benzoic acid-chlorideHCID 178495727HCID 178495727, compound

Product 1

HCID 178495744N-[(1R)-1-(5-chloro-1H-benzimidazol-2-yl)-2-methoxy-ethyl]-3-fluoro-4-(morpholin-3-on-4-yl)-benzamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared analogously to Example 41d from 3-fluoro-4-(morpholin-3-on-4-yl)benzoic acid-chloride and (1R)-1-(5-chloro-1H-benzimidazol-2-yl)-2-methoxyethylamine with TEA in THF.

Sources & evidence

ORD record
ord-d38143417aec4ddd8a766ef891d2da62
Source dataset
uspto-grants-2011_05
Patent number
US07947700B2

Reaction notes

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